D-(+)-Camphoric acid
Synonym(s):(+)-Camphoric acid;(1R,3S)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid
- CAS NO.:124-83-4
- Empirical Formula: C10H16O4
- Molecular Weight: 200.23
- MDL number: MFCD00001375
- EINECS: 204-715-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-30 15:45:59
What is D-(+)-Camphoric acid?
Chemical properties
white to light yellow crystal powde
The Uses of D-(+)-Camphoric acid
D-(+)-Camphoric acid is used primarily as a reagent in syntheses of crystalline structures. It is used in the preparation of polymeric transition metal dipyridylamine D-camphorate complexes.
The Uses of D-(+)-Camphoric acid
(1R,3S)-(+)-Camphoric acid may be used in the preparation (1R,2S,3R,5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo[3.2.1]octane perchlorate. It reacts with uranyl nitrate in pyridine(py) or py/methanol(MeOH) to form novel uranyl-organic assemblages.
Definition
ChEBI: (?)-Camphoric acid is a dicarboxylic acid.
General Description
Camphoric acid is a diacid, generally prepared by the oxidation of terpene (+)-camphor. It can be used as a chirality inducing agent in some organic reactions.
storage
+4°C
Purification Methods
Purify the acid by re-precipitation from an alkaline solution by HCl, filter it off, and recrystallise it from water several times, rejecting the first crop. It forms leaflets from EtOH and Me2CO and H2O and is insoluble in CHCl3. Its solubility in H2O is 0.8% at 25o and 10% at 100o, 50% in EtOH and 5% in ethylene glycol. The (±)-acid has m 202-203o. The (+)-1-methyl ester has m 86o (from pet ether) [] 20 +45o (c 4, EtOH), and the (+)-3-methyl ester has m 77o (from pet ether) []17.5 +53.9o (c 3, EtOH). [Rupe & Thommen Helv Chim Acta 30 933
Properties of D-(+)-Camphoric acid
Melting point: | 186-189 °C |
Boiling point: | 297.96°C (rough estimate) |
alpha | 46.5 º (c=10, C2H5OH) |
Density | 1.1860 |
refractive index | 1.4459 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
solubility | DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly) |
form | Crystalline Powder |
pka | pK1: 4.57;pK2: 5.10 (25°C) |
color | White |
optical activity | [α]20/D 46°, c = 1 in ethanol |
Water Solubility | 0.8 g/100 mL |
Merck | 14,1733 |
BRN | 2050204 |
CAS DataBase Reference | 124-83-4(CAS DataBase Reference) |
NIST Chemistry Reference | D-camphoric acid(124-83-4) |
EPA Substance Registry System | 1,3-Cyclopentanedicarboxylic acid, 1,2,2-trimethyl-, (1R,3S)- (124-83-4) |
Safety information for D-(+)-Camphoric acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for D-(+)-Camphoric acid
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